
Holiday rentals with a pool in Port Charlotte
Find and book unique homes with a pool on Airbnb
Quick stats about holiday rentals with a pool in Port Charlotte

Total holiday rentals
Explore 450 holiday rentals in Port Charlotte

Nightly prices starting at
Port Charlotte holiday rentals start at £30 per night before taxes and fees

Verified guest reviews
Over 10,110 verified reviews to help you choose

Family-friendly holiday rentals
400 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 200 rentals that welcome pets

Rentals with dedicated workspaces
270 properties have a dedicated workspace

Wifi availability
450 of Port Charlotte holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Port Charlotte rentals

4.8 Average rating
Port Charlotte stays are highly rated by guests – averaging 4.8 out of 5!
Top-rated rentals with a pool in Port Charlotte
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

Saltwater Villa/Pool/Jacuzzi/MovieTheater/FishDock
Welcome to Saltwater Serenity Villa your canalfront paradise! ☀TOP LOCATION📍, close to: beautiful beaches 🏖️ Gasparilla Island, Siesta Key, Englewood! ☀️ Your Dream COFFEE Station ☕️ All kinds of coffee makers! ☀Dock Ideal to FISH 🎣| ☀️Kayaks ☀️ HEATED Pool 🏊♀️👙 ☀DEDICATED WORKSPACE 💻 ☀Arcade game🕹️ ☀Smart TVs in every room📺 ☀Fast WIFI📶 ☀Fully equipped kitchen🍽️ ☀Pool Table and Games🎱♟️ ☀FREE Onsite parking🅿️ ☀ Outside dining table 🍝 ☀BBQ🍖 ☀Self check in🔐 Lock Box BOOK NOW🔜⛱️

Family Fun Stay • Heated Pool + Putting Green
Less than 30 Minutes away to the ballpark for #Rays and #Braves spring training! Our vacation home is a peaceful oasis, perfect for rest and relaxation in one of the most sought-after neighborhoods in Port Charlotte! Enjoy a relaxing stay in this modern and stylish vacation home which offers the following list of amenities: Wi-Fi, TV Streaming, heated pool, putting green, screened in lanai, beach accessories, equipped kitchen, outdoor grilling space, luxurious king beds and private backyard.

Tropical getaway Pool and tiki bar
1)Beautiful newer build house on 2 acres 1800sq/ft with 3 BR and 2 bath sleeps up to 8. 2)Has a large above ground pool 18' x 33' and a large fish pond and outdoor bar/BBQ and tropical landscape parking for 4 cars. 3)15mins drive from downtown Punta Gorda with lots of great restaurants little shops and bars with live music and much more, 7mins drive closest store winn-dixie. 4)10 mins drive to Punta Gorda airport. Located in a peaceful neighborhood with large oak trees on a dead end street.

Jaw-Dropping Waterfront Sunset Views and Gameroom!
Welcome to SUNSET MANOR! This waterfront property sits on a beautiful and spacious corner lot with all the amenities including a heated pool with a tranquil waterfall feature. The preserve across the way provides the ultimate private oasis. This is one of THE BEST views in all of Charlotte County! The house is located in a beautiful and quiet waterfront community - just a few miles from the beach, Boca Grande, Punta Gorda, Fort Myers, and more. World-class Florida living at your fingertips!

CitrusOasis/Heated Pool/Gameroom/Playground/13PPL+
We’d love to welcome you to The Citrus Oasis 🍊 📍Top location near best FL beaches (Siesta Key, Gasparilla Island, Englewood…) 💦Heated Pool 🎭Home theater 🏋️♂️Gym 🏓Ping pong table 🎱Pool table ⚽️Foosball table 🔥Fire pit and fire place 🛝Playground 🍗BBQ 🐾Pet friendly 🏀Outdoor games 🚿Outdoor Shower 📺6 smart Tvs with Streaming apps 🧑🧑🧒🧒Designed for 13+ guests 🧺Laundry room 🅿️Free Parking 🧑🍳Fully Equipped Kitchen 🛜Fast Wi-Fi 💼Work Dedicated Space ✈️Close to airport

Heated Pool, Hot Tub, Fire Pit + RV/Boat Parking
Relax and recharge at this private Port Charlotte retreat! Enjoy a heated pool, hot tub, fire pit— all in your own backyard oasis. The house sleeps 5, with a King En suite, Queen with pool view and office with daybed. Bring your RV or boat/trailer. Close to local beaches, golf, dining, and shopping, the perfect base for your Florida vacation. There is a separate garage studio that can be rented in addition to this property. It will not be rented otherwise when the main house has guests.

Heated Saltwater Pool Near Sarasota Fort Myers
Private heated saltwater pool oasis. Florida nature but only 10 minutes from shops and restaurants. In a great location to explore many of the Gulf Coast beaches! Easy drive to Siesta Key, Lido Key, Venice Beach, Nokomis Beach, Englewood Beach, Fishermans Village in Punta Gorda, Sunseekers resort, Boca Grande, Fort Myers, Naples, Anna Maria Island. Enjoy exploring and coming back to large tv for movie night outdoors. Toast marshmallows on the fire table. Enjoy a dip in the saltwater pool

Canal front, gulf access, pool, spa, game room
Welcome to Harbor Breeze Gulfstream, a 3/3 waterfront retreat designed for relaxation, fishing & boating. Perfectly situated just a 5-minute walk from Charlotte Beach Park & Marina, this cute home comfortably accommodates 6 to 9 guests, making it perfect for families, couples, or friends seeking a sun-soaked getaway on Florida’s Gulf Coast and to enjoy of the many amenities such as the BBQ grill, Game Room, Pool, Spa & Fire pit. Bring your boat or rent it and get ready for the adventure.

Port Charlotte 3 Bedroom Pool+Spa Vacation Home
Port Charlotte Private Pool+Spa Vacation Home - Canal Access to Charlotte Harbor and the Gulf! * Port Charlotte Private Pool Home Sleeps up to 8 * 3 Bedrooms / 2.5 Bathrooms * West Facing Private Pool+Spa with Canal View and Dock * Fully Equipped Kitchen with dining for 6 at the Dining Room Table * Spacious Lanai with Sunbathing Area * Game Room with Foosball Table and Arcade Game * Dock Available 10' x 150' (Boat lift is not for guest use) * Two Kayaks are available for Guest use

Amazing Peace River Views
House is a 2 bed, 2 bath layout. The Master bed is a king bed and the guest bedroom is a queen. Both bedrooms have walks in closets with easy and convenient shelving and built in hampers. The laundry is stocked with liquid soap and fragrance free powder with fast efficient machines. There are speakers in the house, lanai and pergola. You will be able to control them via your phone. There is a desk work area with extra monitor for laptops and a printer for your use.

Heated Pool Vacation Getaway
This 3 bedroom, 2 bath house with private heated pool is located in a quiet neighborhood near everything that Southwest Florida has to offer. Minutes from restaurants and grocery stores, a couple of miles from the Port Charlotte Harbor and a short drive to some of the most beautiful beaches, you can truly have it all. Our house offers great wifi, a fully functional kitchen, updated furnishings and a heated pool. Self check-in and out guarantee complete privacy.

Luxury Bungalo with Pool in Port Charlotte
Please make yourself at home. Relax in a in ground heated pool. Centrally located in a peaceful neighborhood & close to beaches, parks, golf, entertainment & restaurants. You will find all the comforts you are looking for. Grocery stores like Publix, Aldis, Sprouts & Walmart within 3 miles. Sunseeker Resort 4.2 miles away. Downtown Punta Gorda is 6 miles away. Fisherman’s Village has shopping & restaurants. Port Charlotte Beach Park is 2 miles away.
Popular amenities for Port Charlotte rentals with a pool
House rentals with a pool

Serenity@Punta Gorda Isles-Pool, Fish, Bike

SUN BUM: Heated Pool-Private Yard-Outdoor TV & Bar

Sun-Kissed Pool house Getaway

Dockside Dreams in South Gulf Cove

HotTub, Pool, Sauna, MiniGolf, Game room, Roof Top

Modern 3 Bdr Home on a Canal with a Heated Pool

Waterfront Key West Style Home, Heated Pool

Sunny South-Facing Heated Pool & Spa on Lake
Apartment rentals with a pool

Sunset Beach

Entire Beachside Condo! Don’t worry Beach Happy!

Ocean Oasis on Manasota Key - Ocean View

Vintage Villa 35 | Steps to Beach | Pool

Studio, pool, private beach, boat dock shark teeth

A little slice of paradise

Boardwalk Beachfront Getaway

Steps to Water! Beach to Bay, Penthouse!
Other holiday rentals with a pool

Quiet Neighborhood ~ Waterfront Heated Pool!

Boaters Dream, open water, heated pool, sleeps 6

Port Boujee: Luxury 5 Bed 5 Bath Home, Heated Pool

Manoir Folie à Deux - Tuscan Countryside

Luxurious Mangoe 4 bed 2 bath, heated pool & spa

ENDLESS SUMMER Villa with heated salt water pool

Great location, near town center, food, golf

Tidal Wave & Play Oasis | 17 Min to Airport
When is the best time to visit Port Charlotte?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £132 | £150 | £145 | £114 | £105 | £103 | £109 | £102 | £101 | £103 | £112 | £124 |
| Avg. temp | 16°C | 18°C | 19°C | 22°C | 25°C | 27°C | 27°C | 28°C | 27°C | 24°C | 21°C | 18°C |
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- Anna Maria Island
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- Lido Key Beach
- Turtle Beach
- Caspersen Beach
- Manasota Key Beach
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- Englewood Beach
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